And so it came to pass...
Let it be known that Mike the Rogue and Ursula the Sorceress did go forth from the elven city of Treetops to rescue Princess Glorinda from the clutches of the evil wizard Karch and his hobgoblin minions. Along the way, many hobgoblins and bugbears were slain, a dire badger was disturbed and dispatched, pixies were negotiated with, an ambush was reversed, a stockade infiltrated, distractions were provided, a princess was freed and surprised our good Mike with her martial prowess, the wizard was severely inconvenienced and the forces of good triumphed.
In other words, it went well on all counts. Yes, the story was linear, but this was a good thing in a way, since it allowed The Missus to keep the lad on track a few times without my having to do it. He surprised the heck out of me a number of times with both a ready willingness to be heroic AND some fairly glib roleplaying. In our past attempts, he resisted any sort of in-character stuff. Tonight, he seemed to identify with his character as something other than a game piece. When his character got tagged with a lightning bolt and knocked down to three HP, his reaction was, "GAAAAH!!! Little help, please!"
On the practical side, I didn't use anything approaching the full rules set. It was sort of a mashup of C&C and 3.5, in that the NPCs and monsters were generally cribbed from C&C's abbreviated format, which worked fine under the circumstances. I used a battle mat, but didn't worry about attacks of opportunity or fancy maneuvers. Not that they were really needed for this.
He had a blast. Of course, he probably would have had a blast with "Orc and Pie," but it was a great way to spend a relatively quiet evening at home (gaming with an enthusiastic seven year old is anything but quiet, truth be told). And as an added bonus, The Missus didn't have a horrid time. I found out that, in addition to never playing a character above first level, she's never played a spellcaster. Seldom have I ever seen Burning Hands and Scorching Ray used with such gleeful abandon. If she's not careful, I may get the idea she enjoyed herself.
So, all in all, I'm chalking this one up as a success. I think it's just about time for me to haul my red box out of storage for him. Reading-wise, it's still going to give him some trouble, but I think he'll grow into it.